含腙和酰肼的 N-取代甘氨酸作为用于快速文库合成的拟肽替代物：在制备靶向 Tsg101 的 HIV-1 出芽拮抗剂中的应用。
Hydrazone- and hydrazide-containing N-substituted glycines as peptoid surrogates for expedited library synthesis: application to the preparation of Tsg101-directed HIV-1 budding antagonists.
作者信息
Liu Fa, Stephen Andrew G, Adamson Catherine S, Gousset Karine, Aman M Javad, Freed Eric O, Fisher Robert J, Burke Terrence R
机构信息
Laboratory of Medicinal Chemistry, CCR, National Cancer Institute-Frederick/NIH, Bldg. 376 Boyles St., Frederick, MD 21702,USA.
出版信息
Org Lett. 2006 Oct 26;8(22):5165-8. doi: 10.1021/ol0622211.
Abstract
Replacing the Pro6 in the p6(Gag)-derived 9-mer "P-E-P-T-A-P-P-E-E" with N-substituted glycine (NSG) residues is problematic. However, incorporation of hydrazone amides ("peptoid hydrazones") can be readily achieved in library fashion. Furthermore, reduction of these hydrazones to N-substituted "peptoid hydrazides" affords a facile route to library diversification. This approach is demonstrated by application to Tsg101-binding compounds designed as potential HIV budding antagonists. [reaction: see text]
摘要
将源自p6(Gag)的9聚体“P-E-P-T-A-P-P-E-E”中的Pro6替换为N-取代甘氨酸（NSG）残基存在问题。然而，以文库形式很容易实现腙酰胺（“类肽腙”）的掺入。此外，将这些腙还原为N-取代的“类肽酰肼”为文库多样化提供了一条简便途径。通过将其应用于设计为潜在HIV出芽拮抗剂的Tsg101结合化合物，证明了这种方法。[反应：见正文]
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